Highly enantioselective 1,4-addition of arylzinc reagents to 3-arylpropenals catalyzed by a rhodium–binap complex in the presence of chlorotrimethylsilane |
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| Affiliation: | 1. Depto. de Química Inorgánica, Facultad de Química, Universidad Nacional Autónoma de México, Av. Universidad 3000, 04510 México D.F., Mexico;2. Université de Toulouse, UPS, LHFA, 118 route de Narbonne, 31062 Toulouse Cedex 9, France;3. CNRS, LHFA, UMR 5069, 31062 Toulouse Cedex 9, France |
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| Abstract: | Asymmetric 1,4-addition of arylzinc chlorides to (E)-3-arylpropenals proceeded with high enantioselectivity in the presence of a rhodium/(R)-binap catalyst and chlorotrimethylsilane to give, after hydrolysis, high yields of the corresponding 3,3-diarylpropanals of 98–99% ee. The presence of the chlorosilane is essential for high yields of the 1,4-addition products. |
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